Siesta Key, FL Homes

/45
$1,277,000
- 2 Beds
- 2 Baths
- 1,285 Sq Ft
5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242

Welcome to your beachfront oasis! Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen,

Beverly Schroeder PLUMLEE GULF BEACH REALTY

5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242
/10
$7,500 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
/2
$2,875,000 Sold Oct 24, 2025

5169 Sandy Shore Ave, Sarasota, FL 34242
- 3 Beds
- 3.5 Baths
- 2,885 Sq Ft
- Built 2015
Last Sold Summary
- 18% Below List Price
- $997/SF
- 219 Days On Market
Current Estimated Value $2,834,712

Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

5169 Sandy Shore Ave, Sarasota, FL 34242

/30
Est $708,021 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242

5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242

/35
$759,000
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized

Roger Pettingell COLDWELL BANKER REALTY

1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
/15
$8,370 per month
- 2 Beds
- 1.5 Baths
- 941 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
/2
$1,400,000 Sold Jul 28, 2025

309 Avenida Milano, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- Built 1974
Last Sold Summary
- $973/SF
- 64 Days On Market
Current Estimated Value $1,318,105

Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

309 Avenida Milano, Sarasota, FL 34242

/30
Est $523,873 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242

5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242

/26
$834,900
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

Welcome to Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true beachside convenience with direct access to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, or tennis courts right within the community. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every

Alex Chau COLDWELL BANKER REALTY

6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
/10
$8,370 per month
- 2 Beds
- 1 Bath
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit C08, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit C08, Sarasota, FL 34242
/2
$975,000 Sold Dec 09, 2025

568 Venice Ln, Sarasota, FL 34242
- 3 Beds
- 3 Baths
- 1,818 Sq Ft
- Built 1975
Last Sold Summary
- 13% Below List Price
- $536/SF
- 141 Days On Market
Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

568 Venice Ln, Sarasota, FL 34242

/46
Est $640,224 Not Listed For Sale
- 2 Beds
- 2 Baths
- 900 Sq Ft
141 Avenida Messina Unit 1, Sarasota, FL 34242

141 Avenida Messina Unit 1, Sarasota, FL 34242

/69
$899,000 Pending
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
4822 Ocean Blvd Unit 8D, Sarasota, FL 34242

Under contract-accepting backup offers. Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas.

Darlene Gamble FINE PROPERTIES

4822 Ocean Blvd Unit 8D, Sarasota, FL 34242
/11
$7,470 per month
- 1 Bed
- 1 Bath
- 728 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242
/2
$1,300,000 Sold Jun 11, 2025

329 Avenida Leona, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
- Built 1972
Last Sold Summary
- 20% Below List Price
- $781/SF
- 81 Days On Market
Current Estimated Value $1,228,180

Last Listing Agent Randy Owens COLDWELL BANKER REALTY

329 Avenida Leona, Sarasota, FL 34242

/62
Est $899,017 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

/70
$874,900 Open Thu 11AM - 4PM
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you

Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
/19
$7,470 per month
- 1 Bed
- 10 Baths
- 728 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

Casa Blanca offers this charming 1 bedroom/1 bath villa in Siesta Key on the Gulf of Mexico. Spend your vacation in Villa A01, conveniently located to the pool and just a three-minute walk to Siesta Keys Crescent Beach, voted #1 beach in the US! This beautiful beach has soft; white quartz sands, a shade area and guests are provided with private access.The villa comes fully furnished and is a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
/2
$640,000 Sold Dec 08, 2025

141 Avenida Messina Unit 4, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,035 Sq Ft
- Built 1966
Last Sold Summary
- 8% Below List Price
- $618/SF
- 60 Days On Market
Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

141 Avenida Messina Unit 4, Sarasota, FL 34242

/2
Est $3,122,094 Not Listed For Sale
- 5 Beds
- 8 Baths
- 3,759 Sq Ft
5310 Avenida Del Mare, Siesta Key, FL 34242

5310 Avenida Del Mare, Siesta Key, FL 34242

/41
$745,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242

Beautifully appointed, bright and airy unit with all the right touches. Move right in just bring your toothbrush and you are ready to start enjoying Island Living! You will be able to watch Sunsets every day. Take the Elevator to this 3rd floor unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is

Patti O Grady WATERSIDE REALTY LLC

1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
/10
$8,970 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242

This is a fun tropically decorated beach villa that will put a smile on your face when you walk in!! This unit can easily occupy up to 6. We have recently remodeled the kitchen and both bathrooms. The master bedroom features a king size bed with a new pillow top mattress. The master bath is new with a roman walk in shower. There is an LCD TV, DVD player and a nice closet. The second bedroom has a

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242
/2
$1,375,000 Sold May 09, 2025

702 Treasure Boat Way, Sarasota, FL 34242
- 4 Beds
- 2.5 Baths
- 2,299 Sq Ft
- Built 2007
Last Sold Summary
- 14% Below List Price
- $598/SF
- 193 Days On Market
Current Estimated Value $1,301,450

Last Listing Agent Mark Borg LIST WITH 1 REALTY

702 Treasure Boat Way, Sarasota, FL 34242

/83
Est $583,375 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,271 Sq Ft
101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

/47
$724,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4900 Ocean Blvd Unit 201, Sarasota, FL 34242

Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and

David Broecker PINPOINT REALTY GROUP LLC

4900 Ocean Blvd Unit 201, Sarasota, FL 34242
/15
$8,970 per month
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit A04, Sarasota, FL 34242

Welcome to the newly renovated A04 Villa! Private entrance leads to the screened in lanai and open air space which includes the kitchen, dining area and comfortable seating to enjoy the large flat screen tv. The villa sleeps up to 6. 2 queen beds in the primary bedroom and 2 twin beds in the guest bedroom. Both bedrooms are also equipped with flat screen TVs. This large villa features 2

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit A04, Sarasota, FL 34242
/2
$1,630,000 Sold Apr 28, 2025

320 Avenida Leona, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
- Built 1964
Last Sold Summary
- 12% Below List Price
- $915/SF
- 47 Days On Market
Current Estimated Value $1,424,833

Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

320 Avenida Leona, Sarasota, FL 34242

/37
Est $580,550 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1300 Cove II Place Unit 731, Sarasota, FL 34242

1300 Cove II Place Unit 731, Sarasota, FL 34242

/50
$2,500,000 Open Sun 1PM - 3PM
- 3 Beds
- 3.5 Baths
- 2,468 Sq Ft
5024 Commonwealth Dr, Sarasota, FL 34242

Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring

Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

5024 Commonwealth Dr, Sarasota, FL 34242
/12
$8,340 per month
- 2 Beds
- 1.5 Baths
- 836 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242

Newly furnished and redecorated with a beachy vibe! Both bedrooms have new premium mattresses. Master bedroom has a king size mattress with 1.5 bath ensuite Second bedroom is furnished with two twin mattresses. Flat screen TVs in both bedrooms. Living room has two new Lazy Boy sofa sleepers. Individual in villa wi-fi. Just steps to one of the large pools on Siesta Key or choose a day on the beach

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242
/2
$850,000 Sold Feb 26, 2025

4431 Ocean Blvd, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,832 Sq Ft
- Built 1952
Last Sold Summary
- 38% Below List Price
- $300/SF
- 34 Days On Market
Current Estimated Value $917,635

Last Listing Agent Shawn Judy FLORIDA SUN & SAND REALTY

4431 Ocean Blvd, Sarasota, FL 34242

/27
Est $582,243 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
1600 Cove II Place Unit 414, Sarasota, FL 34242

1600 Cove II Place Unit 414, Sarasota, FL 34242

/79
$2,875,000
- 4 Beds
- 4 Baths
- 2,819 Sq Ft
4881 Oxford Dr, Siesta Key, FL 34242

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional newer three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you

Darlene Gamble FINE PROPERTIES

4881 Oxford Dr, Siesta Key, FL 34242
/10
$8,970 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

Welcome to D18 one of the closest to the beach among the villas.” It consists of two bedrooms and two full bathrooms, each of which contain a walk-in shower. The master bedroom has a king size bed while the second bedroom has a twin and a queen bed. The villa owners regularly update the unit for the comfort of the guests, which includes a TV in the master bedroom and a large screen TV in the main

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
/2
$599,000 Sold Nov 14, 2025

5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $414/SF
- 314 Days On Market
Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242

/53
Est $602,184 Not Listed For Sale
- 2 Beds
- 2 Baths
- 975 Sq Ft
1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242

1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242

/56
$799,999
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242

Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Maintenance Free condo lifestyle that feels like a single family home. Situated in Provincial Gardens on a lushly landscaped and tree canopied street of only 26 units offering old Florida charm. This updated, Turnkey Furnished 2 bedroom + Den, 2 bath offers

Linda Starcher, PA RE/MAX ALLIANCE GROUP

6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242
/10
$7,500 per month
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit D06, Sarasota, FL 34242

Casa Blanca is within sight of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. Most Villas have a screened Lanai with table and chairs for dining and relaxing. Those without a lanai

Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

6154 Midnight Pass Rd Unit D06, Sarasota, FL 34242
/2
$455,000 Sold Aug 08, 2025

1250 N Portofino Dr Unit 201, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 991 Sq Ft
- Built 1969
Last Sold Summary
- 27% Below List Price
- $459/SF
- 125 Days On Market
Current Estimated Value $455,513

Last Listing Agent Jessica Bow RE/MAX PALM

1250 N Portofino Dr Unit 201, Sarasota, FL 34242

/36
Est $697,875 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,270 Sq Ft
5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

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